N-Iodosuccinimide → HCID 178516673, compound

HRID 2243591Notes

Reaction equation

HRID 2243591 reaction equation
[F:1][C:2]1[C:3]([O:24]COC)=[C:4]2[C:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)=[C:9]([Si](CC)(CC)CC)[O:8][C:5]2=[N:6][CH:7]=1.C1C(=O)N([I:35])C(=O)C1>CN(C=O)C>[F:1][C:2]1[CH:7]=[N:6][C:5]2[O:8][C:9]([I:35])=[C:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[C:4]=2[C:3]=1[OH:24]

Participants

4

Reactant 2

HCID 120273N-IodosuccinimideHCID 586080985-Fluoro-4-methoxymethoxy-3-phenyl-2-(triethylsilanyl)-furo[2,3-b]pyridine

Product 1

HCID 178516673HCID 178516673, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
50 °C

Procedure

The mixture of 5-fluoro-4-methoxymethoxy-3-phenyl-2-(triethylsilanyl)-furo[2,3-b]pyridine (4) (0.10 g, 0.26 mmol) and NIS (0.07 g, 0.31 mmol) in DMF (1.5 mL) was stirred at 50° C. overnight. The reaction mixture was purified by preparative HPLC to give the title compound 5.

Workup

  1. customThe reaction mixture was purified by preparative HPLC

Sources & evidence

ORD record
ord-01b8c8c96dcd4f6cb8dd99f87537f75c
Source dataset
uspto-grants-2010_03
Patent number
US07674907B2

Reaction notes

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